N-trans-Feruloyltyramine

Names

[ Name ]:
N-trans-Feruloyltyramine

[Synonym ]:
6,7-dimethoxy-5-hydroxyflavone
5-Hydroxy-6,7-dimethoxy-2-phenyl-4H-chromen-4-one
N-trans-Feruloyltyramine
(1E,2E)-3-(4-Hydroxy-3-methoxyphenyl)-N-[2-(4-hydroxyphenyl)ethyl]-2-propenimidic acid
5-Hydroxy-6,7-dimethoxyflavone
(2E)-3-(4-Hydroxy-3-methoxyphenyl)-N-[2-(4-hydroxyphenyl)ethyl]acrylamide
5-hydroxy-6,7-dimethoxy-2-phenyl-4H-1-benzopyran-4-one
6,7-di-O-methyl-baicalein
moupinamide
2-Propenimidic acid, 3-(4-hydroxy-3-methoxyphenyl)-N-[2-(4-hydroxyphenyl)ethyl]-, (1E,2E)-
4H-1-Benzopyran-4-one,5-hydroxy-6,7-dimethoxy-2-phenyl
baicalein 6,7-dimethyl ether
2-Propenamide, 3-(4-hydroxy-3-methoxyphenyl)-N-[2-(4-hydroxyphenyl)ethyl]-, (2E)-
Mosloflavone

Biological Activity

[Description]:

N-trans-Feruloyltyramine (N-feruloyltyramine), an alkaloid from Piper nigru, is an inhibitor of COX1 and COX2, with potential antioxidant properties. N-trans-Feruloyltyramine possesses anti-inflammatory activity[1].

[Related Catalog]:

Research Areas >> Inflammation/Immunology

Signaling Pathways >> Immunology/Inflammation >> COX

[Target]

COX-1

COX-2

[References]

[1]. Aswad M, et al. Nature is the best source of anti-inflammatory drugs: indexing natural products for their anti-inflammatory bioactivity. Inflamm Res. 2018 Jan;67(1):67-75.

Chemical & Physical Properties

[ Density]:
1.2±0.1 g/cm3

[ Boiling Point ]:
554.2±60.0 °C at 760 mmHg

[ Molecular Formula ]:
C₁₈H₁₉NO₄

[ Molecular Weight ]:
313.348

[ Flash Point ]:
289.0±32.9 °C

[ Exact Mass ]:
313.131409

[ PSA ]:
78.79000

[ LogP ]:
3.33

[ Vapour Pressure ]:
0.0±1.6 mmHg at 25°C

[ Index of Refraction ]:
1.566

[ Storage condition ]:
?20°C

MSDS

Click to get detail MSDS

Safety Information

[ Symbol ]:

GHS09

[ Signal Word ]:
Warning

[ Hazard Statements ]:
H410

[ Precautionary Statements ]:
P273-P501

[ Hazard Codes ]:
N

[ Risk Phrases ]:
50

[ Safety Phrases ]:
61

[ RIDADR ]:
UN 3077 9 / PGIII

Precursor & DownStream

Precursor

DownStream

Articles

Transgenic tomato plants overexpressing tyramine N-hydroxycinnamoyltransferase exhibit elevated hydroxycinnamic acid amide levels and enhanced resistance to Pseudomonas syringae.

Mol. Plant Microbe Interact. 27(10) , 1159-69, (2014)

Hydroxycinnamic acid amides (HCAA) are secondary metabolites involved in plant development and defense that have been widely reported throughout the plant kingdom. These phenolics show antioxidant, an...

A feruloyltyramine trimer isolated from potato common scab lesions

Phytochemistry 71(17-18) , 2187-9, (2010)

Graphical abstract A lignanamide isolated from potato common scab lesions was characterized as a feruloyltyramine trimer by MS and NMR techniques.

Endosperm-specific expression of serotonin N-hydroxycinnamoyltransferase in rice.

Plant Foods Hum. Nutr. 63(2) , 53-7, (2008)

Serotonin N-hydroxycinnamoyltransferase (SHT) is a key enzyme in the synthesis of feruloylserotonin (FS) and 4-coumaroylserotonin (CS). These serotonin derivatives show strong antioxidant activity, ma...